Photooxidations of 2-(γ,ε-Dihydroxyalkyl) Furans in Water: Synthesis of DE-Bicycles of the Pectenotoxins

Photooxygenations of 2-(γ,ε-dihydroxyalkyl) furans in H2O followed by in situ reduction and ketalization affords, in one synthetic operation, DE-bicyclic ketals of the pectenotoxins

Using water, light, air and spirulina to access a wide variety of polyoxygenated compounds

A new set of completely green methods utilising air, light, water and spirulina to transform readily accessible furan substrates into a diverse range of synthetically useful polyoxygenated motifs commonly found in natural products is presented herein

A Versatile Synthesis of Meyers' Bicyclic Lactams from Furans: Singlet-Oxygen-Initiated Reaction Cascade

All in one: Meyers' bicyclic lactams were synthesized in high yield from furans using a new and powerful method that involves a one-pot singlet-oxygen-initiated reaction cascade. This method has broad synthetic potential because of the ease of access to a wide range of furans with a variety of substituents.This is the pre-peer reviewed version of the following article: Angew. Chem. Int. Ed. 2012, 51, 8868-8871, which has been published in final form at http://onlinelibrary.wiley.com/doi/10.1002/anie.201204419/abstrac

Studies on the Synthesis of the Zaragozic Acids: Discovery of a Novel Cascade Sequence

Studies towards the synthesis of the zaragozic acids are reported. A novel rearrangement has been uncovered which gives the unexpected dimer (10)

The synthesis of highly functionalised dienes for natural product synthesis

The Lewis acid and Bronsted acid mediated intramolecular cyclisation reactions of allenyl epoxides to 1,3-dienes are reported. Titanium(IV) chloride and hydrofluoric acid give six membered carbocyclic dienes, whereas stannic chloride affords a 2:1 mixture of six and seven membered rings respectively. Diethylaluminum chloride mediated cyclisation furnishes exclusively a seven membered ring 1,3-diene. Trimethyloxonium tetrafluoroborate gives a six membered permethylated diene

Photooxidations of 2-(γ,ε-Dihydroxyalkyl) Furans in Water: Synthesis of DE-Bicycles of the Pectenotoxins

Photooxygenations of 2-(γ,ε-dihydroxyalkyl) furans in H₂O followed by in situ reduction and ketalization affords, in one synthetic operation, DE-bicyclic ketals of the pectenotoxins

One-pot Synthesis of the Tetracyclic Framework of the Aromatic <i>Erythrina</i> Alkaloids from Simple Furans

Conversion of a simple furan into the intact erythrinane skeleton in one synthetic operation has been accomplished. The one-pot reaction sequence begins with singlet oxygen photooxygenation of the furan and proceeds via a 2-pyrrolidinone formation, cyclization of the pendant aldehyde moiety and an <i>N</i>-acyliminium ion formation and terminates with a Pictet-Spengler-type aromatic substitution. The method has been used to achieve a rapid and highly effective formal synthesis of erysotramidine

Singlet Oxygen-Mediated Synthesis of <i>Bis</i>-spiroketals Found in Azaspiracids

Conversion of a simple furan into the ABCD-ring skeleton of the azaspiracids via a singlet oxygen-initiated one-pot process has been accomplished